(1S,2S,5R,8R,9S)-2,5,9-trimethyltricyclo[6.3.0.01,5]undec-3-ene-3-carboxylic acid

Details

• Internal ID: 68df7682-3365-48e8-be34-2b6defa33b35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: (1S,2S,5R,8R,9S)-2,5,9-trimethyltricyclo[6.3.0.01,5]undec-3-ene-3-carboxylic acid
• InChI: InChI=1S/C15H22O2/c1-9-4-7-15-10(2)11(13(16)17)8-14(15,3)6-5-12(9)15/h8-10,12H,4-7H2,1-3H3,(H,16,17)/t9-,10+,12+,14+,15+/m0/s1
• InChI Key: CHNBWELDSKEAGB-AGFYPYCWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8164	81.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4009	40.09%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.8660	86.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8952	89.52%
P-glycoprotein inhibitior	-	0.9128	91.28%
P-glycoprotein substrate	-	0.8724	87.24%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8994	89.94%
CYP3A4 inhibition	-	0.8720	87.20%
CYP2C9 inhibition	-	0.8588	85.88%
CYP2C19 inhibition	-	0.8212	82.12%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.6874	68.74%
CYP2C8 inhibition	-	0.7884	78.84%
CYP inhibitory promiscuity	-	0.9365	93.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9648	96.48%
Eye irritation	-	0.7707	77.07%
Skin irritation	+	0.6837	68.37%
Skin corrosion	-	0.9781	97.81%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6804	68.04%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	+	0.7093	70.93%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	III	0.8179	81.79%
Estrogen receptor binding	-	0.8093	80.93%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	-	0.5695	56.95%
Glucocorticoid receptor binding	-	0.6046	60.46%
Aromatase binding	-	0.6999	69.99%
PPAR gamma	-	0.7046	70.46%
Honey bee toxicity	-	0.9345	93.45%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.84%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	85.63%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.25%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.12%	93.00%

Plants that contains it

• Artemisia chamaemelifolia

Cross-Links

• PubChem: 163185071
• LOTUS: LTS0060782
• wikiData: Q104959048